A tree sculpture with multiple branches and figures on it, set against a sunset sky with clouds and the ocean in the background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Diamondhead vacation homes

A spacious dining area with a wooden table set for four, white chairs, and a chandelier.

1. 16th and Golden in Diamondhead

16th and Golden in Diamondhead
Diamondhead
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay for our whole family. We enjoyed the accommodations and especially loved the country club."
United States
Mallory D.
The price is ￥38,761
￥91,290 total
includes taxes & fees
Oct 4 - Oct 5
16th and Golden in Diamondhead
A spacious living room with a brown leather sofa, a round wooden dining table with six chairs, and a large window with blinds.

2. Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!

Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
Diamondhead
10.0 out of 10, Exceptional, (1 review)
"Great host!"
United States
Ben G.
The price is ￥39,343
￥73,588 total
includes taxes & fees
Oct 14 - Oct 15
Another Adventure awaits your Arrival. Charming 2 Bed / 2 Bath with Hangar!
A cozy living room with a wooden ceiling, a dark leather sofa, a coffee table, and a view through an open doorway to a bedroom.

3. Drackett House by Whiskey Properties

Drackett House by Whiskey Properties
2.5 star property
Old Town Bay St Louis
9.4 out of 10, Exceptional, (43 reviews)
"Good for a quick stay "
United States
CINDY
The price is ￥14,700
￥18,185 total
includes taxes & fees
Oct 20 - Oct 21
Drackett House by Whiskey Properties
A view through a window with a wooden frame, overlooking a grassy area with trees and a body of water.

4. Relaxing Waterfront Getaway with Fenced in Pet Friendly Property

Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
Bay St Louis
10.0 out of 10, Exceptional, (178 reviews)
"Fantastic place for peace, quiet and tranquility - enjoyed the views from the back - Kim is a fantastic host - 2nd to none ! Will definitely come back !"
United States
Marle D.
The price is ￥25,966
￥58,150 total
includes taxes & fees
Oct 14 - Oct 15
Relaxing Waterfront Getaway with Fenced in Pet Friendly Property
A kitchen with a central island, white cabinetry, and a 'Welcome' sign.

5. Home near white sand beaches and casinos

Home near white sand beaches and casinos
Bay St Louis
10.0 out of 10, Exceptional, (113 reviews)
"Very clean house in a quiet neighborhood. Plenty of room for 4 adults. Easy check in and out. "
United States
suzan p.
The price is ￥15,442
￥33,818 total
includes taxes & fees
Oct 12 - Oct 13
Home near white sand beaches and casinos
A wooden building with a balcony and a staircase leading to the entrance.

6. J & S's Pond Da Rosa A Place Apart From The Rest

J & S's Pond Da Rosa A Place Apart From The Rest
Bay St. Louis
10.0 out of 10, Exceptional, (16 reviews)
"We wanted peace and quiet with quick access to local activities and downtown and that’s what we gotGreat value and nice accomodations. "
United States
Patrick B.
The price is ￥27,540
￥62,953 total
includes taxes & fees
Oct 14 - Oct 15
J & S's Pond Da Rosa A Place Apart From The Rest
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

7. Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.

Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
Bay St. Louis
10.0 out of 10, Exceptional, (3 reviews)
"Most peaceful house we have stayed in. Clean, homey, and exactly what we needed! Beds super comfy. Felt like being home!"
United States
Linnea R.
The price is ￥16,996
￥52,318 total
includes taxes & fees
Oct 12 - Oct 13
Peaceful and Cozy 3 Bedroom house on the water in Bay St Louis! Sleeps 6.
A two-story wooden building with a balcony, surrounded by trees and a calm water body.

8. Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis

Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
Bay St. Louis
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay. The host was amazing. "
United States
Gabrielle S.
The price is ￥20,458
￥44,599 total
includes taxes & fees
Oct 14 - Oct 15
Charming 1-bedroom house with WiFi, AC on the Bayou in beautiful Bay St. Louis
A row of white single-story houses with a white picket fence, each with a small porch and a flag.

9. Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.

Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
Bay St. Louis
10.0 out of 10, Exceptional, (30 reviews)
"Great location!"
United States
Gregory S.
The price is ￥15,741
￥38,776 total
includes taxes & fees
Oct 28 - Oct 29
Old Town Beach Bungalow~ 2 blocks from Main St. and Beach Blvd.
A two-story house with a covered patio, outdoor seating, and a landscaped garden.

10. Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home

Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
Bay St. Louis
10.0 out of 10, Exceptional, (9 reviews)
"We really enjoyed our stay it was a nice peaceful place with friendly neighbors. We look forward to coming back."
United States
Lucien D.
The price is ￥20,833
￥55,298 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Outdoor Bar, Game Room, Fire pit, Grill, Fishing Bay St. Louis Home
A dining area with a large wooden table, multiple chairs, a chandelier, and artwork on the walls.

11. Old Town Central Station - A home with charm!

Old Town Central Station - A home with charm!
Bay St. Louis
8.4 out of 10, Very good, (31 reviews)
"Loved our stay"
United States
Sheri R.
The price is ￥17,704
￥41,254 total
includes taxes & fees
Oct 12 - Oct 13
Old Town Central Station - A home with charm!
A spacious living room with a neutral color palette, a chandelier, a television, and a kitchen in the background.

12. Beauty and The Bay

Beauty and The Bay
Bay St. Louis
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay"
United States
Ronnie G.
The price is ￥19,829
￥43,055 total
includes taxes & fees
Oct 30 - Oct 31
Beauty and The Bay
A balcony with two blue stools and a view of a lake surrounded by trees.

13. Waterfront Lake & Beach House w/ BBQ, deck, & more

Waterfront Lake & Beach House w/ BBQ, deck, & more
Pass Christian
10.0 out of 10, Exceptional, (14 reviews)
"Overall stay was wonderful. "
United States
Carla L.
The price is ￥11,625
￥46,025 total
includes taxes & fees
Oct 1 - Oct 2
Waterfront Lake & Beach House w/ BBQ, deck, & more
A wooden deck with a staircase leading to a covered area.

14. Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba

Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
Bay St. Louis
10.0 out of 10, Exceptional, (10 reviews)
"We had a great time for the 4th of July weekend. Great location."
United States
Blaine E.
The price is ￥28,169
￥66,021 total
includes taxes & fees
Oct 14 - Oct 15
Isle Be Back - Pet Friendly Waterfront Camp 3Br 1.5Ba
A modern kitchen with white cabinetry, a stainless steel refrigerator, wooden stools, and a central island.

15. Took the Bayt in Bay St.Louis, MS

Took the Bayt in Bay St.Louis, MS
Bay St. Louis
10.0 out of 10, Exceptional, (17 reviews)
"Great location! Will be back!"
United States
Mallory A.
The price is ￥34,394
￥71,806 total
includes taxes & fees
Oct 26 - Oct 27
Took the Bayt in Bay St.Louis, MS
A two-story house with a balcony, a covered porch, and a gravel driveway.

16. Hollywood House - Luxurious New Build With 6 Seat Golf Cart!

Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
Bay St. Louis
10.0 out of 10, Exceptional, (12 reviews)
"Clean, quaint accommodations. Very comfortable and accommodating. Lots of little perks. "
United States
Shaun A.
The price is ￥40,129
￥79,934 total
includes taxes & fees
Oct 12 - Oct 13
Hollywood House - Luxurious New Build With 6 Seat Golf Cart!
A modern kitchen with white cabinetry, a central island with stools, stainless steel appliances, and pendant lighting.

17. Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!

Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!
Bay St. Louis
10.0 out of 10, Exceptional, (12 reviews)
"Property was as described. Host was very responsive. Excellent place to stay."
United States
brian b.
The price is ￥34,621
￥69,642 total
includes taxes & fees
Oct 14 - Oct 15
Waterfront Escape in Bay STL with dock,pickleball, ping pong, basketball & more!
A modern building with a covered parking area, wooden beams, and a car parked inside.

18. Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.

Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
Bay St. Louis
10.0 out of 10, Exceptional, (19 reviews)
"Great relaxing place."
United States
Betty M.
The price is ￥28,192
￥65,731 total
includes taxes & fees
Oct 1 - Oct 2
Bream Street retreat. New home in BSL on the water with boat launch. Sleeps 10.
A modern building with a sloped roof surrounded by a forest.

19. Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!

Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!
Waveland
9.8 out of 10, Exceptional, (8 reviews)
"Perfect quiet stay! The hosts were amazing, already planning our next stay! "
United States
Dannielle C.
The price is ￥25,101
￥52,919 total
includes taxes & fees
Oct 14 - Oct 15
Unique Coastal A-Frame Beach Retreat - 1 Mile to the Beach!
A living room with a sofa, a TV, a dining area with a table and chairs, and a door leading to another room.

20. Lost At Sea | Golf Cart| Pet-Friendly

Lost At Sea | Golf Cart| Pet-Friendly
Old Town Bay St Louis
10.0 out of 10, Exceptional, (13 reviews)
"Will will stay here again next trip"
United States
Dawn P.
The price is ￥20,412
￥55,844 total
includes taxes & fees
Oct 14 - Oct 15
Lost At Sea | Golf Cart| Pet-Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Diamondhead Hotel Reviews

The Markham Hotel

The Markham Hotel

10/10 Excellent
"The Markham was a class act through and through however, I thought the bed was rather firm."
Mary Ann 3-night trip
Posted 2 hours ago
The Markham Hotel

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